Benzene → HCID 21544825, compound

HRID 1606794Notes

Reaction equation

HRID 1606794 reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:11]([C:12](=[O:14])[CH:13]=1)=[C:10]([O:15][CH2:16][CH:17]([OH:26])[CH2:18]OC1C=CC=CC=1)[CH:9]=[CH:8][CH:7]=2)([OH:3])=[O:2].[CH2:27](O)[CH3:28].[CH:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[OH2:36]>S(=O)(=O)(O)O>[C:1]([C:4]1[O:5][C:6]2[C:11]([C:12](=[O:14])[CH:13]=1)=[C:10]([O:15][CH2:16][C:17]([OH:26])([O:36][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH3:18])[CH:9]=[CH:8][CH:7]=2)([O:3][CH2:27][CH3:28])=[O:2]

Participants

6

Reactant 4

HCID 241BenzeneHCID 702EthanolHCID 962WaterHCID 21544827HCID 21544827, compound

Product 1

HCID 21544825HCID 21544825, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A mixture of 1-(2-carboxychromon-5-yloxy)-2-hydroxy-3-phenoxypropane (10.0 g), ethanol (5 ml), benzene (100 ml) and concentrated sulphuric acid (5 drops) was heated under reflux for 6 hours, the water that formed being collected in a phase separator. The cooled solution was washed with saturated sodium bicarbonate solution and water. Removal of the benzene under reduced pressure yielded 1-(2-carbethoxychromon-5-yloxy)-2-hydroxy-2-phenoxypropane as a viscous oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. custombeing collected in a phase separator
  4. washThe cooled solution was washed with saturated sodium bicarbonate solution and water
  5. customRemoval of the benzene under reduced pressure

Sources & evidence

ORD record
ord-2bea5fc31aef410094095bcdda3171a3
Source dataset
uspto-grants-1976_04
Patent number
US03953604

Reaction notes

Loading…